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Specialist, People Operations (12 month contract)
Wealthsimple Technologies
Remote, Canada
- $69,600 to $87,000 CAD / year
- Full-time
- Remote
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Wealthsimple Technologies

Specialist, People Operations (12 month contract)

Remote, Canada

Remote

$69,600 to $87,000 CAD / year · Full-time

Apply on jobs.ashbyhq.com About employer

Applications open in a new tab.

Job details

Pay: $69,600 to $87,000 CAD / year
Job type: Full-time
Workplace: Remote
Remote eligibility: Canada listed. Check the posting for province restrictions.
Experience: 2+ years of experience in People Operations, HR Operations, or HR administration
Posting language: English
Posted: Nov 13, 2026

Original job description

Build something people love

Wealthsimple is Canada’s leading financial innovator. The company offers a full suite of simple, sophisticated financial products across managed investing, do-it-yourself trading, cryptocurrency, tax filing, spending and saving. Wealthsimple currently serves more than 4 million Canadians and holds over $169 billion in assets under administration. The company was founded in 2014 by a team of financial experts and technology entrepreneurs, and is headquartered in Toronto, Canada.

We're proud of what we've built - and we're just getting started. Read our Culture Manual and learn more about how we work.

About the Team

The People Systems & Operations team builds and runs the systems, workflows, and automations that support every stage of the employee lifecycle at Wealthsimple. We own the design of the processes behind those systems, and we're accountable for their reliability, scale, and integrity. We sit within People & Comms and work closely with Engineering, IT, Legal, Security, and Compliance to make sure our people programs are practical, secure, and actually used.

About the role

This is a 12-month fixed-term contract. You’ll own core employee lifecycle transactions end to end, making sure every change is accurate, on time, and reflected correctly downstream in payroll and our other People systems. It's work with real stakes: every transaction touches someone's pay, title, or career, so getting it right matters.

What you'll do

What you bring to the system:

Own job change transactions in Workday, including compensation, title, and role changes
Contribute to onboarding administration, making sure new hires are set up accurately and on time so their first day goes smoothly
Prepare and validate employee data ahead of payroll cut-offs
Generate employee letters and documentation accurately and consistently
Audit your own work and the data around it, catching errors at the source rather than downstream

What you bring to the business:

Manage a high volume of requests through our ticketing queue with speed, accuracy, and clear communication
Act as a trusted point of contact for employees, managers, and People Partners on lifecycle questions
Spot recurring friction in our processes and propose fixes, from better templates and documentation to automation opportunities with the People Systems team
Document processes as you go so the work is repeatable, scalable, and easy to hand off
Look for where AI tools can make the work faster and more accurate

Qualifications

2+ years of experience in People Operations, HR Operations, or HR administration
Hands-on experience transacting in Workday, including job changes, compensation changes, and onboarding
Bias to action: you move work forward without waiting to be asked and take ownership of outcomes, not just tasks
Strong attention to detail: you treat data accuracy as non-negotiable because you know every transaction touches someone’s pay, title, or career
Scalable thinking: you fix the process, not just the instance, and notice when the same problem keeps showing up
Working knowledge of how employee data flows into payroll, and the downstream impact of getting it wrong
Comfortable managing competing priorities and deadlines in a fast-paced, high-growth environment
Clear, warm communicator with employees and managers at all levels
Handle confidential employee information with discretion and sound judgment

Nice to have

Experience with Ashby and Jira

Who you are

Detail-oriented: data accuracy is non-negotiable for you, because you know every transaction touches someone's pay, title, or career
Someone who moves work forward without waiting to be asked, and owns outcomes, not just tasks
A process fixer: you solve the pattern, not just the one-off, and you notice when the same problem keeps showing up
A clear, warm communicator with employees and managers at every level
Discreet with confidential employee information, with sound judgment about what to share and when

Why Wealthsimple?

🌸 Top-tier health benefits and life insurance

📈 Long-term group savings with employer match, through Wealthsimple for Business

🌴 20 vacation days, 4 wellness days, and unlimited sick and mental health days per year*

✈️ 90 days away: work outside Canada for up to 90 days per year*

👥 Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS

🌎 We are a hybrid team with over 1,500 employees across North America. The people are one of the best parts of working here: you'll collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work.

*Unlimited paid sick days, Wellness Days and the 90 day away program do not apply to certain roles.

ICYMI

Technology & Innovation at Wealthsimple: We move quickly and build thoughtfully. That means we're always looking for better ways to work - whether that's new tools, AI, or rethinking how we approach a problem. We don't expect you to have all the answers, but we do expect curiosity and a willingness to evolve alongside the products we're building.

Inclusion Statement: We're building products for a diverse world, and we need a diverse team to do it well. We strongly encourage applications from everyone, regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status.

Accessibility Statement: We're committed to an accessible hiring experience. If you need any accommodations throughout the interview process, please let us know - we'll work with you to make sure you have what you need. We also welcome any feedback on how we can better accommodate candidates with accessibility needs.

AI in Hiring: We may use artificial intelligence (AI) tools to support parts of our hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our team but don't replace human judgment – all final hiring decisions are made by people. If you have questions about how your data is used, reach out to us.

Apply on jobs.ashbyhq.com About employer

More about this job

Responsibilities

You will manage core employee lifecycle transactions, including job changes and onboarding, while ensuring data accuracy for payroll and other systems. Additionally, you will act as a point of contact for employee inquiries and identify opportunities to improve and automate existing processes.

Requirements

The role requires at least 2 years of experience in People or HR Operations with hands-on experience using Workday. Candidates must demonstrate strong attention to detail, the ability to manage high-volume requests, and a proactive approach to process optimization.

Skills

Workday
HR operations
HR administration
Data accuracy
Process improvement
Payroll administration
Onboarding
Documentation
Ticketing systems
Communication
Attention to detail
Problem solving
Confidentiality
Automation
Ashby
Jira

Benefits

Health benefits
Life insurance
Long-term group savings with employer match
20 vacation days
4 wellness days
Unlimited sick days
Unlimited mental health days
90 days away program

Remote locations

Canada

Remote locations (standardized)

Canada

Visa sponsorship

Not detected in the job text

Keywords

People Operations
HR Operations
Workday
Payroll
Onboarding
Employee Lifecycle
Data Accuracy
Process Improvement
Automation
Ticketing
Documentation
Ashby
Jira
Financial Services
Hybrid Team
Scalability
Compliance
Confidentiality
Compensation
Employee Relations

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Work requirements

Jobs in Canada